Preparation and Enantioseparation of Polymer-type Chiral Stationary Phases Derived from (1S,2R)-(+)-2-Amino-1,2-diphenylethanol

Abstract Polymers 1 and 2 were synthesized, respectively, by the copolymerization of (1S,2R)-(+)-2-amino-1,2-diphenylethanol with 1,4-phenylene diisocyanate; and (1S,2R)-(+)-2-amino-1,2-diphenylethanol with 1,4-phenylene diisocyanate and terephthaloyl chloride. The corresponding chiral stationary phases, CSPs 1 and 2, were prepared by immobilizing these polymers on 3-aminopropyl silica gel. The enantioseparation ability of obtained chiral stationary phases was evaluated with a series of chiral analytes. The effects of organic additives, mobile phase composition, temperature, and substituents of chiral analytes on enantioseparation were investigated in high performance liquid chromatography. The preliminary studies demonstrated that the enantioseparation ability could be resumed, although the chiral stationary phase experienced acidic mobile phase.